We think we have managed to address almost all of those issues with our current plan (see the photos below, showing both the entire house and the area of the addition [it is the area comprising the new master bedroom and bathroom]).

Only question is, in order to do this we had to layout the master bedroom entrance off the family room. My wife and I aren't too worried about this, but this isn't our "forever" house so want to get some feedback to make sure this isn't the type of quirky design that could effect resale.

Not sure if it makes a difference, but we could also more the door to the other side of the same wall (toward the back of the house).

By the way ignore the strange closet/office entrance, that is a temporary (3-4 year) situation, eventually the closet would be closed off from the "Office" side and reconfigured to make the "Office" large enough to become a beyond.

Not sure what you intended with your last message -- 'beyond'?? Was that supposed to be 'bedroom' maybe?

However I see no problem with your plan. What I would not do is close off the 'office' from the 'closet'. Future folks may then use the present office entrance (door from hall) as the MBdrm entrance. The office could be a sitting room off that Bdrm creating a private MBdrm suite. Although you use it as an office, not everyone would choose to do so.

Actually I (as in me personally) wouldn't bother with a door from the family room. However if it suits your lifestyle/house use it would be an easy fix for someone down the road to remove it if they so wished.